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Tert-butyl 1,4-diazepane-1-carboxylate → 4-(7-Hydroxy-6-methylquinolin-8-yl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester

HRID 2063569
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HRID 2063569 반응식
Br[C:2]1[C:3]([O:13]C)=[C:4]([CH3:12])[CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.[C:15]([O:19][C:20]([N:22]1[CH2:28][CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)=[O:21])([CH3:18])([CH3:17])[CH3:16]>C(OCC)(=O)C>[C:15]([O:19][C:20]([N:22]1[CH2:28][CH2:27][CH2:26][N:25]([C:2]2[C:3]([OH:13])=[C:4]([CH3:12])[CH:5]=[C:6]3[C:11]=2[N:10]=[CH:9][CH:8]=[CH:7]3)[CH2:24][CH2:23]1)=[O:21])([CH3:18])([CH3:16])[CH3:17]
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참가 물질

4

반응물 2

HCID 2756058Tert-butyl 1,4-diazepane-1-carboxylateHCID 593661888-Bromo-7-methoxy-6-methylquinoline

생성물 1

HCID 1359972734-(7-Hydroxy-6-methylquinolin-8-yl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester수율 35%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
140 °C

실험 절차

A mixture of product from step 2 (1.66 g, 6.58 mmol) and [1,4]Diazepane-1-carboxylic acid tert-butyl ester (4 g, 20 mmol) was heated via microwave to 140° C. for 1 h. After being cooled to rt, it was diluted with ethyl acetate, washed with saturated NaHCO3 and brine, dried over Na2SO4 and then purified by flash column chromatography on silica gel to give the desired product (0.8 g, 35%). MS (ES) m/z 358 (M+H+).

후처리

  1. temperatureAfter being cooled to rt
  2. washwashed with saturated NaHCO3 and brine
  3. dry with materialdried over Na2SO4
  4. custompurified by flash column chromatography on silica gel

출처 및 근거

ORD 기록
ord-dd770b4214dd4911a7fb2ddde05b83c4
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08288373B2

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